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C1997

Sigma-Aldrich

CYM-5442

≥98% (HPLC)

Synonym(s):

2-(4-(5-(3,4-diethoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-yl amino) ethanol

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About This Item

Empirical Formula (Hill Notation):
C23H27N3O4
CAS Number:
1094042-01-9
Molecular Weight:
409.48
MDL number:
MFCD12912402
UNSPSC Code:
12352211
PubChem Substance ID:
329774920
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

solid

solubility

DMSO: >5 mg/mL

storage temp.

−20°C

SMILES string

CCOc1ccc(cc1OCC)-c2nc(no2)-c3cccc4C(CCc34)NCCO

InChI

1S/C23H27N3O4/c1-3-28-20-11-8-15(14-21(20)29-4-2)23-25-22(26-30-23)18-7-5-6-17-16(18)9-10-19(17)24-12-13-27/h5-8,11,14,19,24,27H,3-4,9-10,12-13H2,1-2H3

InChI key

NUIKTBLZSPQGCP-UHFFFAOYSA-N

Biochem/physiol Actions

CYM-5442 is a highly-selective S1P1 (Spingosine 1-Phosphate Receptor 1) agonist that activates S1P1-dependent pathways in vitro and to levels of full efficacy in vivo through a hydrophobic pocket, separable from the orthosteric site of S1P binding that is headgroup dependent. This is a different site from those involved in the activities of other agonists such as FTY720 and SEW2871.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Alena Chumanevich et al.
Mediators of inflammation, 2016, 1503206-1503206 (2016-02-18)
Mast cells (MC) are present in most vascularized tissues around the vasculature likely exerting immunomodulatory functions. Endowed with diverse mediators, resident MC represent first-line fine-tuners of local microenvironment. Sphingosine-1-phosphate (S1P) functions as a pluripotent signaling sphingolipid metabolite in health and
Román Blanco et al.
Experimental eye research, 164, 37-45 (2017-08-23)
We investigated the feasibility and efficacy of using a specific sphingosine 1-phosphate (S1P1) receptor agonist, CYM-5442, to slow or block retinal ganglion cell (RGC) loss in endothelin-1 (ET-1) induced RGC loss. A single intravitreal injection of ET-1 (20pmol/ul), a potent
Léa M M Costes et al.
PloS one, 9(7), e102211-e102211 (2014-07-11)
Postoperative ileus is characterized by a transient impairment of the gastrointestinal motility after abdominal surgery. The intestinal inflammation, triggered by handling of the intestine, is the main factor responsible for the prolonged dysmotility of the gastrointestinal tract. Secondary lymphoid organs

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